EPIC HOMAGE...One of Hillsborough's Most Elite Custom Remodels, steeped in the Magic of Montecito. Every inch meticulously curated of high-end caliber inside and out. Ultimate privacy heightens soaring views above canyon, ridge lines, and sun-blessed luminosity. Top flight luxury designer elements of Venetian plaster walls, vaulted ceilings of 14-15 feet, European tilework, mahogany doors, and made-to-order light fixtures by Steven Handelman of Santa Barbara. Wolf, Sub-Zero, Miele, exquisite custom cabinetry, and more. Indoor/Outdoor celebration as a personal resort with saltwater PebbleSheen pool, 3 waterfalls & raised spa. Flat grassy yards, barbecue cove, separate Napa garden of fruit orchard & irrigated vegetable beds in sunny seclusion. The beauty of the floorplan includes 4 bedrooms on the main level, plus private lower level for 5th bedroom, huge media room & 2nd kitchen. This level is the perfect in-law apartment, teen hangout, or poolside media lounge. And shhhh, don't forget the world-class temp-controlled wine cellar as your own speakeasy! Prestigious cul-de-sac location within minutes of Nueva School, West Elementary, & easy Hwy 280 connection to VC realm of Silicon Valley, plus AI, private equity, and biotech hotspots of South San Francisco and Financial District.
A Hillsborough masterpiece: grand, expansive, & full of timeless Neoclassical charm with modern-traditional elegance, offering resort-style living in the coveted Skyfarm neighborhood. This prestigious estate welcomes you w/ a stately four-column façade, grand double doors, & dramatic foyer. Sun-filled formal living & dining rooms set the tone for entertaining, while the gourmet chefs kitchen features granite countertops, custom cabinetry, high-end appliances, & pass-through bar seating w/ direct backyard access. The family room impresses w/ exposed beam ceilings, wood-paneled walls, a wet bar, & floor-to-ceiling brick fireplace. Boasting 6 bedrooms, multiple en-suites, 2+ bonus rooms, abundant storage, & a lounge area w/ sink by the four-car garage, this home offers flexibility for family, guests, & work-from-home living. The primary suite includes a private balcony overlooking the backyard, pool, & tennis court, ready for resort living. Outdoor amenities include BBQ/lounge areas, mature trees, & a full-size tennis court, perfect for entertaining. Close to Downtown Burlingame, HWY 101, San Francisco, & Silicon Valley, this rare estate delivers prestige, privacy, & extraordinary living in one of Hillsboroughs most desirable neighborhoods.
Striking modern estate offering the perfect blend of luxury, scale, and design. This full scale renovation showcases soaring ceilings, dramatic floor-to-ceiling windows, and seamless indoor-outdoor living. The spacious floor plan features grand formal and casual living areas, a sleek chefs kitchen, and walls of glass opening to expansive terraces with serene tree-lined views. Luxury amenities include a private home theatre, gym, tasting room and wine cellar, elevator, and a resort-style backyard with pool house and built-in BBQ. The sparkling pool with water features, multiple lounge areas, and expansive patio create the ultimate setting for entertaining and relaxation.
Set behind private gates on a 0.645-acre parcel in Hillsborough's prestigious Skyfarm neighborhood, this 9,035 sq ft estate offers sweeping San Francisco Bay views and exceptional scale. A grand double-door entry opens to a dramatic foyer with a stained-glass dome skylight, leading to an expansive main level defined by floor-to-ceiling glass and abundant natural light. Custom coved and vaulted tray ceilings with architectural pillars enhance the living room, formal dining room, and family room, all unified by rich hardwood floors. Refined details include stained glass accents, skylights, crown molding, wainscoting, recessed lighting, and a multi-room audio system. The formal living and dining rooms feature fireplaces, with roof deck access ideal for entertaining. The family room includes a custom wet bar with wine cooler and built-ins. The chef's kitchen offers granite counters, center island, pantry, high-end appliances, and breakfast nook. The main level includes a paneled office, powder rooms, laundry, garage access, and a spacious primary suite. The lower level offers six additional bedrooms, staff quarters, wine cellars, a second kitchen, and access to a glass-enclosed indoor pool with spa. Expansive patios, synthetic lawn, walking paths, and motor court.
Welcome to 45 Calaveras Court, a brand-new modern masterpiece nestled in the Hillsborough hills. Located at the end of a private cul-de-sac on a sizable 4-acre lot, this stunning residence offers approximately 7,000 square feet of elegantly designed living space. Enjoy unobstructed canyon views from every window, providing a breathtaking backdrop to your everyday life. Step inside to discover soaring ceilings that create an open and inviting atmosphere, complemented by an abundance of natural light that fills every corner. The expansive first floor features a massive entertainment deck, perfect for hosting gatherings or simply relaxing amidst nature. With a total of 8 bedrooms, including master suites on each level, this exceptional home is perfect for large families or multi-generation living.
Reimagined in 2023, this Carolands estate balances architectural character with modern ease. Light-filled interiors include a wood-paneled library and formal rooms elevated by custom millwork, statement lighting, and book-matched marble. At the heart of the home, the chefs kitchen features a Wolf rangetop, wine fridge, and an expansive social island. This culinary hub flows into a stunning great room, where French doors open to manicured grounds. The home offers four spacious en-suite bedrooms, including a primary suite with garden views, a custom walk-in closet, and a marble spa bath. Outside, the resort-style grounds feature a classic kidney-shaped pool, vibrant gardens, and an expansive lawn. Perfectly positioned near West Elementary and Highway 280, this property offers quiet luxury in the Peninsulas most coveted enclave.
Tucked back from the street, this Hillsborough home has been owned and loved by the same family for over 50 years. Its in original condition and ready for a bold new chapter. This is a true canvas for someone with vision. Restore its mid-century soul, reimagine the layout, or build something entirely new. The living room still shows off its charming mid-century ceilings, and the backyard features a pool just waiting to be brought back to life. An attached two-car garage plus a separate side-yard carport give you real flexibility for cars, toys, or future plans. Private, quiet, and full of potential, this is the kind of property buyers wait years to find. Not perfect. Not polished. But absolutely packed with possibility.
Hillsborough opportunity on expansive 21,789+/- SF mostly flat lot. Classic 2-story SFR offers 2,890+/- SF, 4BD, 3.5BA incl 2 en-suites + 1 BD on main level ideal for guests, office or multi-gen living. Vaulted entry, formal living rm w/wood-burning FP, sep family rm w/2nd wood-burning FP & wet bar w/sink. Spacious eat-in kitchen w/abundant natural light, lg pantry & views of backyard & pool. Formal dining rm overlooks yard & mature trees. South-facing rear exposure provides all-day sun. Private backyard w/functioning in-ground pool serviced weekly. Upstairs primary suite w/updated wood flrs & balcony overlooking backyard; addl BD w/private balcony facing street. 3-car garage w/high-end custom wood garage doors. Comp shingle roof. Fresh interior paint, deep cleaned, ext power washed. Property needs loving care & thoughtful updatesrare chance to customize in prime Lakeview location where updated homes command significantly higher values. Excellent Hillsborough public schools. Minutes to Burlingame Ave, Hwy 280/92, top Peninsula amenities. Exceptional upside, setting & scale.
Set on a generous and private 0.69-acre lot with breathtaking views, this lovely updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and timeless elegance. Designed for today's lifestyle, it features light-filled interior spaces and a seamless flow ideal for entertaining. Highlights include chic flooring, tray ceilings, recessed lighting, and expansive picture windows framing the lush, natural surroundings. The open-concept dining area, complete with a fireplace, is accented by French doors that open to a sizable patio and level lawn, perfect for indoor-outdoor living. The chef's kitchen boasts a center island and top-of-the-line appliances, flowing effortlessly into a spacious great room with direct access to a large deck showcasing spectacular views. 3 bedrooms and 2.5 baths are conveniently located on the main level, including a luxurious primary suite with a large walk-in closet and a spa-inspired bath. A 4th bedroom is located on the lower level, offering flexibility for guests, a home office, or additional living space. A long, sweeping driveway bordered by manicured boxwood hedges, vibrant rose bushes, and elegant Japanese maples leads to a 2-car garage with additional storage, completing the appeal of this exceptional, turnkey property.
Welcome to a truly extraordinary Hillsborough estate where elegance, space, and lifestyle come together. Set on nearly 2/3 of an acre, this stunning property offers 7,285 sq ft of refined living space designed to impress and inspire. The main residence spans three beautifully crafted levels, filled with natural light, sophisticated architectural details, and seamless flow throughout. Expansive windows frame breathtaking views, creating a serene backdrop for everyday living. Step outside into your private resort-style retreat -- lush, curated gardens, a sparkling pool, fire pit, and BBQ area set the stage for unforgettable gatherings and peaceful evenings alike. A separate 1,410 sq ft pool house (ADU) adds incredible versatility, perfect for guests, extended family, or a luxury recreational space. A grand paved driveway and three-car garage complete this exceptional offering. This is more than a home; it's the Hillsborough dream brought to life.
THIS TROPHY HOME IS A ONE-OF-A-KIND MODERNIZED SMART-HOME MANSION! THE IMPOSSIBLE WAS DONE W/ THESE MULTI-MILLION DOLLAR RENOVATIONS! This magnificent estate perfectly integrates timeless architecture with a modern interior, with all top-of-the-line amenities. An estate fit for royalty! Interior with 100s of recessed smart lighting, smart thermostats with multi-zone air conditioning, motorized hunter Douglas, & Sonos speakers throughout; all controlled via smart phone. BRAND NEW & MODERNIZED KITCHEN & 8.5 NEW BATHROOMS. Features include 8 new HVACs, majestic stained-glass windows, artisan stone grand fireplaces, high ceilings, elegant living room, multiple en-suites, maids quarters with a full kitchen, separate entrances, all windows w/ an extra layer of glass, guest parking for 30+, etc. *JUST INSTALLED A NEW POWERFUL GENERATOR FOR THE ENTIRE HOUSE! NO NEED TO WORRY ABOUT PG&E & ANY POWER OUTAGE. PLUS 2 NEW 50 AMPS PLUG READY FOR YOUR ELECTRICAL CHARGER*. Plus enjoy the ability to be able to walk to downtown and get access to some of Northern California's best schools. THIS IS THE BEST OF THE BEST!
Perched in the prestigious Lakeview neighborhood of Hillsborough, this gated residence blends refined living with breathtaking design and panoramic views. A spacious motor court and two-car garage welcome you to a home of distinction. Step into the elegant foyer, where classic columns frame a soaring open-concept living area. Vaulted ceilings with exposed beams and floor-to-ceiling windows flood the space with natural light and showcase sweeping vistas. The expansive living room features a dramatic stone fireplace and flows into a chefs kitchen with high-end stainless steel appliances, tray ceiling, and a generous breakfast barperfect for everyday living and entertaining. This four-bedroom home includes a luxurious primary suite with a private sitting area and spa-inspired bath, complete with soaking tub, frameless glass shower, and double vanity. Located in the serene Lakeview area near top-rated schools, boutique shopping, and dining, with easy access to Hwy 280, 101, SF, Silicon Valley, and SFO. The land has potential for subdivision, subject to city approval.
A rare opportunity. Located in the coveted lower-Hillsborough Ryan Tract Neighbourhood. 1735 Crockett Lane is an ideal home for entertaining! The home is located on a quiet cul-de-sac. The common area includes a family room, breakfast nook, formal dining room, and formal living room area. This one story 4-bedroom 3 bath home is expansive and private. Plenty of storage space. Located on a private lot with a generally flat backyard on a desirable cul-de-sac street. High ranked school district. North School, Crocker Middle School, and Burlingame High School. Located near Downtown Burlingame with plenty of stores and restaurants. There are an additional bedroom and bathroom located on the opposite side of the common area. Over the years this has been used as a bedroom or office, but it is ideal for a possible au-pair suite or in law suite. Possibility to expand home to 4500 SqFt and add an additional dwelling unit (ADU). Buyer to verify all information prior to close of escrow and removal of all contingencies.
A BREATHTAKING TROPHY ESTATE BLENDING TIMELESS ELEGANCE WITH RESORT-STYLE LIVING. This architectural masterpiece offers an extraordinary layout designed for both grand entertaining & intimate daily life. Sweeping driveway & motor court lead to 2 garages with car lifts ideal for collectors. The outdoor retreat features an infinity-edge pool, spa, expansive pool deck w/ designer pergola, full outdoor kitchen & BBQ, tennis court, guest house, bocce court, rose garden & a dedicated childrens play area. Inside, a dramatic foyer opens to soaring ceilings, a formal living room bathed in natural light, a grand dining room, chefs kitchen w/ breakfast nook & spacious family room. A luxe billiard room w/ wine bar, elegant sitting room, private office & guest suite complete the main level. Upstairs, the primary suite stuns w/ romantic fireplace, spa-inspired bath & oversized walk-in closet. 3 addl ensuite bedrooms & attic storage offer comfort & flexibility. The lower level is a true entertainers dream featuring a cinema-quality home theater, game room & kitchenette. This residence delivers unmatched elegance, scale & lifestyle in one of the Bay Areas most prestigious settings.
This beautifully designed 5-bedroom, 5 full and 2 half-bath home blends timeless sophistication with modern comfort in one of Hillsboroughs most sought-after neighborhoods. A grand two-story foyer welcomes you in, leading to formal living and dining rooms perfect for entertaining. A private guest suite on the main level adds flexibility, while a butlers pantry hallway and separate walk-in pantry provide smart, functional storage. The expansive great room unites the family area, breakfast nook, and chefs kitchen, opening through folding glass doors to a spacious deck with a tranquil fountain and outdoor fireplaceideal for indoor-outdoor living. Downstairs, a media room with wet bar, temperature-controlled wine cellar, full bath, and additional bedroom offer space to relax and unwind. Upstairs, the luxurious primary suite features a sitting area, two walk-in closets, and a sunlit balcony. Two additional en-suite bedrooms and a handsome wood-paneled office complete the home. Premium finishes include motorized Hunter Douglas blinds and outdoor privacy screens and a full Savant Smart Home System for effortless control of lighting, climate, media, and music.
Experience the perfect blend of luxury, elegance & California living in this breathtaking Mediterranean estate. This residence offers unparalleled privacy & sweeping views of the San Francisco Bay & surrounding mountains. A long, gated driveway welcomes you setting the stage for the home's elegant interior. Step inside to a dramatic, light-filled foyer featuring a graceful winding staircase that leads into an expansive living room framed by floor-to-ceiling windows showcasing the spectacular views.The gourmet chef's kitchen is comes complete with a large center island, elegant stone countertops, & top-of-the-line Viking stainless steel appliances. A richly wood-paneled library/office & spacious formal living & dining areas add sophistication, while new double-pane windows enhance comfort & energy efficiency throughout the home.Upstairs a primary suite awaits, featuring a spa-inspired bath with a jetted soaking tub, alongside generously sized bedrooms offering comfort & privacy. The impeccably landscaped grounds create a true oasis, featuring a resort-style pool & spa, & private tennis court. Perfect for both relaxation & entertaining, this property offers an unmatched lifestyle in one of California's most coveted settings.
Nestled in Hillsborough's prestigious Ryan Tract, this exceptional residence blends privacy, convenience, & charm. Just minutes from Downtown Burlingame & Broadway, it offers easy access to Highway 101 and top-rated schools. A welcoming front porch leads into a bright & airy interior w/ hardwood floors, recessed LED lighting, and expansive windows. The elegant dining room features a bow window & connects to the updated eat-in kitchen w/ granite countertops, a glass tile backsplash, high-end appliances, & a breakfast nook. The living room centers around a striking fireplace flanked by French doors & a picture window. A refined study offers built-in shelving, a fireplace, a wet bar, & backyard access. The primary suite includes custom built-ins, fireplace, French doors to a private deck, & a spa-like bath with a jetted tub, a walk-in shower w/ a functioning steam bath unit, & a walk-in closet. Upstairs, a versatile art studio opens to a private balcony. 2 additional en-suite bedrooms & a powder room complete the home. The beautifully landscaped backyard features a large patio w/ a fireplace, a lush garden, & an expansive lawn. A paver motor court & discreet garage enhance curb appeal. 680 Fairway Circle is a rare opportunity in one of Hillsborough's most sought-after neighborhoods.
Situated on a private side street, this grand estate sits on a majestic 2-acres with jaw-dropping panoramic bay views, some of the best in all of Hillsborough. Exquisite architectural detailing and finishes throughout, including inlaid parquet walnut floors, hand carved fireplaces, and walls of glass framing iconic bay views and landscaping. The main level includes a stunning office, billiard hall, and the "Morocco Room" lounge. Upstairs, the large master suite enjoys equally stunning views of the bay, in addition to a luxury spa bath and formal sitting room. A separate in-law suite and wine cellar with tasting room are located on the lower level of the residence. Equally impressive are the surrounding grounds, fully landscaped with grand-scale trees, expanses of manicured lawn, and an elevated terrace overlooking the views and swimming pool. All of this just minutes from shopping, dining, golfing, parks, and top rated Hillsborough schools. (Square Footage Per County Records: 8,629)
Barbara Lynn Simmons, License CALBRE 637579, Xome Inc., License CALBRE 1932600, [email protected], 844-400-XOME (9663), 2945 Townsgate Road, Suite 200, Westlake Village, CA 91361
Listings on this page identified as belonging to another listing firm are based upon data obtained from the SFAR MLS, which data is copyrighted by the San Francisco Association of REALTORS®, but is not warranted. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Hillsborough is located in California. Hillsborough, California has a population of 11,390. Hillsborough is more family-centric than the surrounding county with 46.54% of the households containing married families with children. The county average for households married with children is 35.93%.
The median household income in Hillsborough, California is $250,001. The median household income for the surrounding county is $136,837 compared to the national median of $69,021. The median age of people living in Hillsborough is 46.3 years.
The average high temperature in July is 72.9 degrees, with an average low temperature in January of 42.1 degrees. The average rainfall is approximately 23.3 inches per year, with 0 inches of snow per year.
